Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Diethyl chlorophosphate | HCID 13139 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1,3,4,5-Tetrahydro-2H-1-benzazepin-2-one | HCID 248580 | — |
| Reactant | HCID 86743499 | HCID 86743499 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 17995130 | HCID 17995130 | — |
Reaction Steps
2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepine (10 mmol) was dissolved in dry DMF (15 ml) and charged with sodium hydride (13 mmol. The resulting solution was cooled under N2 to -20° C., whereafter chlordiethylphosphate (13 mmol) was added. The reaction mixture was kept under N2 with stirring at -20° C. and was charged with a -30° C. cold solution of 5-ethyl-3-isocyano-methyl-1,2,4-oxadiazol (13 mmol) and K-t-butylate (13 mmol) in dry DMF (10 ml). The resulting reaction mixture was allowed to heat to room temperature, whereafter 5 ml of glacial acetic acid was added. The resulting mixture was filtered which gave 0.36 g of the title compound. M.p. 150.7°-150.8° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04880799 |
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| Source dataset | uspto-grants-1989_11 |
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| ORD ID | ord-e8c1bba690034acaa0b3353d5ed331af |
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| Source note | uspto-grants-1989_11 |
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